Thiourea → HCID 68428752, compound

HRID 225987Notes

Reaction equation

HRID 225987 reaction equation
[Br:1][CH2:2][C:3]1[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6].[NH2:13][C:14]([NH2:16])=[S:15]>CO>[BrH:1].[NH2:16][C:14](=[NH:13])[S:15][CH2:2][C:3]1[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6]

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 2734813Methyl 2-(bromomethyl)benzoate

Product 1

HCID 68428752HCID 68428752, compoundYield 105,697.797%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of the crude bromide from Step 1 (7.2 g, 0.031 mmol) and thiourea (2.6 g, 35 mmol) in MeOH (40 mL) was heated to reflux for 4 h, cooled to room temperature, and concentrated to afford methyl 2-({[amino(imino)methyl]thio}methyl)benzoate hydrobromide (10 g, ca. 100%), which was used without purification.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 4 h
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-b44dfef5a5ee4568b7331c94f729811b
Source dataset
uspto-grants-2009_07
Patent number
US07557135B2

Reaction notes

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